Abstract
The widespread use of bisphenol A (BPA) poses a serious threat to the environment and human health. However, efficient removal of BPA in water is incredibly challenging, owing to the inert chemical nature and electrical neutrality of BPA. In order to solve this problem, for the first time, we propose that a strategy of designing conjugated porous polymers with the pore size matching the size of BPA can greatly enhance the binding force of BPA. On this basis, we developed a novel conjugated poly 1,3,5-tri[4-(diphenylamino)phenyl]benzene (MPDPB) with intrinsic pore matching the size of BPA and multi-stage porous structure by editing polymerization with nitrobenzene. The binding energy of MPDPB to BPA is the highest at present (37.84 kcal/mol), which is 2.3 times that of the most powerful adsorbent previously reported and five times that of the conventional adsorbent. These advantages make MPDPB have super-high adsorption performance towards BPA and high absorbing stability under extreme environments. Impressively, MPDPB could be easily loaded on a non-woven fabric to generate point-of-use devices, which could eliminate more than 99.8% of BPA, making it the best BPA candidate adsorbent material. We believe that the proposed material design derived from the specific structure of the contaminant molecule can be extended to exploring further innovative adsorbents.
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Landrigan PJ, Fuller R, Acosta NJR, Adeyi O, Arnold R, Basu NN, Baldé AB, Bertollini R, Bose-O’Reilly S, Boufford JI, Breysse PN, Chiles T, Mahidol C, Coll-Seck AM, Cropper ML, Fobil J, Fuster V, Greenstone M, Haines A, Hanrahan D, Hunter D, Khare M, Krupnick A, Lanphear B, Lohani B, Martin K, Mathiasen KV, McTeer MA, Murray CJL, Ndahimananjara JD, Perera F, Potoánik J, Preker AS, Ramesh J, Rockström J, Salinas C, Samson LD, Sandilya K, Sly PD, Smith KR, Steiner A, Stewart RB, Suk WA, van Schayck OCP, Yadama GN, Yumkella K, Zhong M. Lancet, 2018, 391: 462–512
Jiang D, Chen WQ, Zeng X, Tang L. Environ Sci Technol, 2018, 52: 3706–3715
Barrios-Estrada C, de Jesús Rostro-Alanis M, Muñoz-Gutiérrez BD, Iqbal HMN, Kannan S, Parra-Saldívar R. Sci Total Environ, 2018, 612: 1516–1531
Borrell B. Nature, 2010, 464: 1122–1124
Kaiser J. Science, 2007, 317: 884a–885a
McDonald GR, Hudson AL, Dunn SMJ, You H, Baker GB, Whittal RM, Martin JW, Jha A, Edmondson DE, Holt A. Science, 2008, 322: 917
Moreman J, Takesono A, Trznadel M, Winter MJ, Perry A, Wood ME, Rogers NJ, Kudoh T, Tyler CR. Environ Sci Technol, 2018, 52: 6656–6665
Zimmerman JB, Anastas PT. Science, 2015, 347: 1198–1199
Jin H, Zhu J, Chen Z, Hong Y, Cai Z. Environ Sci Technol, 2018, 52: 812–820
Karak S, Dey K, Torris A, Halder A, Bera S, Kanheerampockil F, Banerjee R. J Am Chem Soc, 2019, 141: 7572–7581
Brandl F, Bertrand N, Lima EM, Langer R. Nat Commun, 2015, 6: 7765
Alsbaiee A, Smith BJ, Xiao L, Ling Y, Helbling DE, Dichtel WR. Nature, 2016, 529: 190–194
Zbair M, Ainassaari K, Drif A, Ojala S, Bottlinger M, Pirilä M, Keiski RL, Bensitel M, Brahmi R. Environ Sci Pollut Res, 2018, 25: 1869–1882
Wang Y, Zeiri O, Raula M, Le Ouay B, Stellacci F, Weinstock IA. Nat Nanotech, 2017, 12: 170–176
Byun J, Patel HA, Thirion D, Yavuz CT. Nat Commun, 2016, 7: 13377
Wu J, Xu F, Li S, Ma P, Zhang X, Liu Q, Fu R, Wu D. Adv Mater, 2019, 31: 1802922
Ren Y, Lin Z, Mao X, Tian W, Van Voorhis T, Hatton TA. Adv Funct Mater, 2018, 28: 1801466
Xie S, Wu S, Bao S, Wang Y, Zheng Y, Deng D, Huang L, Zhang L, Lee M, Huang Z. Adv Mater, 2018, 30: 1800683
Schmidt BVKJ, Barner-Kowollik C. Angew Chem Int Ed, 2017, 56: 8350–8369
Alzate-Sánchez DM, Ling Y, Li C, Frank BP, Bleher R, Fairbrother DH, Helbling DE, Dichtel WR. ACS Appl Mater Interfaces, 2019, 11: 8089–8096
Liu X, Pang H, Liu X, Li Q, Zhang N, Mao L, Qiu M, Hu B, Yang H, Wang X. Innovation, 2021, 2: 100076
Plater MJ, McKay M, Jackson T. J Chem Soc Perk T 1, 2000, 2695–2701
Feng JK, Cao YL, Ai XP, Yang HX. J Power Sources, 2008, 177: 199–204
Sun J, Liang Z. ACS Appl Mater Interfaces, 2016, 8: 18301–18308
Yao N, Zhang X, Yang Z, Yang W, Tian Z, Zhang L. ACS Appl Mater Interfaces, 2018, 10: 29083–29091
Tu M, Wannapaiboon S, Khaletskaya K, Fischer RA. Adv Funct Mater, 2015, 25: 4470–4479
Shpigel N, Levi MD, Sigalov S, Girshevitz O, Aurbach D, Daikhin L, Jäckel N, Presser V. Angew Chem Int Ed, 2015, 54: 12353–12356
Ai K, Ruan C, Shen M, Lu L. Adv Funct Mater, 2016, 26: 5542–5549
Li B, Zhang Y, Ma D, Shi Z, Ma S. Nat Commun, 2014, 5: 5537
Klemes MJ, Ling Y, Chiapasco M, Alsbaiee A, Helbling DE, Dichtel WR. Chem Sci, 2018, 9: 8883–8889
Zhang H, Ma S, Li Y, Ou J, Wei Y, Ye M. J Hazard Mater, 2019, 367: 465–472
Yang CA, Huang H, Ji T, Zhang KS, Yuan LQ, Zhou CS, Tang KW, Yi JM, Chen XB. Polym Int, 2019, 68: 805–811
Shi B, Guan H, Shangguan L, Wang H, Xia D, Kong X, Huang F. J Mater Chem A, 2017, 5: 24217–24222
Liu J, Yang Y, Bai J, Wen H, Chen F, Wang B. Anal Chem, 2018, 90: 3621–3627
Lu P, Cheng J, Li Y, Li L, Wang Q, He C. Carbohydrate Polyms, 2019, 216: 149–156
Liang B, Wang H, Shi X, Shen B, He X, Ghazi ZA, Khan NA, Sin H, Khattak AM, Li L, Tang Z. Nat Chem, 2018, 10: 961–967
Wang B, Lv XL, Feng D, Xie LH, Zhang J, Li M, Xie Y, Li JR, Zhou HC. J Am Chem Soc, 2016, 138: 6204–6216
Mon M, Bruno R, Tiburcio E, Viciano-Chumillas M, Kalinke LHG, Ferrando-Soria J, Armentano D, Pardo E. J Am Chem Soc, 2019, 141: 13601–13609
Wang J, Li Z, Wang Y, Wei C, Ai K, Lu L. Mater Horiz, 2019, 6: 1517–1525
Wang J, Ai K, Lu L. J Mater Chem A, 2019, 7: 16850–16858
Wang J, Fan D, Jiang C, Lu L. Nano Today, 2021, 36: 101034
Fan D, Wang J, Wang E, Dong S. Adv Sci, 2020, 7: 2001766
Acknowledgements
This work was supported by the National Key Research and Development Program of China (2016YFA0203200), the National Natural Science Foundation of China (21635007, 21974134), K. C. Wong Education Foundation and Computing Centre of Jilin Province.
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Li, Z., Wang, J., Chen, Q. et al. Hierarchically porous polymers with ultra-high affinity for bisphenol A enables high efficient water purification. Sci. China Chem. 64, 1389–1400 (2021). https://doi.org/10.1007/s11426-020-1009-y
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DOI: https://doi.org/10.1007/s11426-020-1009-y